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The undetermined absolute configurations of the flexible side chain and intriguing spontaneous acetalization of compounds 2\/3 prompted our total synthesis study. Ultimately, compounds 2\/3 and their acetalization products with methanol-d4 (2a\/3a) and CH3OH (2b\/3b) were synthesized via a redox-relay Heck reaction of 4-tolylboronic acid with (\u00b1)-sulcatol, followed by oxidation and acetalization. The absolute configurations of C7\/10 at the flexible side chain were determined by Mosher\u2019s and ECD methods of the synthetic intermediate, and the spontaneous reversible acetalization was confirmed. Finally, a library of 26 aromatic seco-acorane sesquiterpenoids was constructed for bioactivity screening.<\/jats:p>","DOI":"10.1021\/acs.joc.6c01558","type":"journal-article","created":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T13:04:00Z","timestamp":1790859840000},"page":"13667-13673","source":"Crossref","is-referenced-by-count":0,"title":["Discovery and Total\nSynthesis of\n                    <i>Seco<\/i>\n                    -acorane Sesquiterpenoids from\n                    <i>Chloranthus holostegius<\/i>\n                    : Determination of Absolute\nConfiguration and Spontaneous Acetalization"],"prefix":"10.1021","volume":"91","author":[{"given":"Shihao","family":"Cheng","sequence":"first","affiliation":[{"name":"China Pharmaceutical University , , ,","place":["Nanjing, People\u2019s Republic of China, 210009"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jie","family":"Wen","sequence":"additional","affiliation":[{"name":"China Pharmaceutical University , , ,","place":["Nanjing, People\u2019s Republic of China, 210009"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Houli","family":"Jiang","sequence":"additional","affiliation":[{"name":"China Pharmaceutical University , , ,","place":["Nanjing, People\u2019s Republic of China, 210009"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yuhang","family":"Zhou","sequence":"additional","affiliation":[{"name":"China Pharmaceutical University , , ,","place":["Nanjing, People\u2019s Republic of China, 210009"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yi","family":"Zhu","sequence":"additional","affiliation":[{"name":"China Pharmaceutical University , , ,","place":["Nanjing, People\u2019s Republic of China, 210009"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Danyang","family":"Zhang","sequence":"additional","affiliation":[{"name":"China Pharmaceutical University , , ,","place":["Nanjing, People\u2019s Republic of China, 210009"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9712-2618","authenticated-orcid":true,"given":"Lingyi","family":"Kong","sequence":"additional","affiliation":[{"name":"China Pharmaceutical University , , ,","place":["Nanjing, People\u2019s Republic of China, 210009"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7892-011X","authenticated-orcid":true,"given":"Jun","family":"Luo","sequence":"additional","affiliation":[{"name":"China Pharmaceutical University , , ,","place":["Nanjing, People\u2019s Republic of China, 210009"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,10,1]]},"reference":[{"key":"2026101608083873300_cit1a","doi-asserted-by":"publisher","first-page":"25","DOI":"10.1039\/D3NP00022B","article-title":"Chemistry and bioactivity of lindenane\nsesquiterpenoids and their oligomers","volume":"41","author":"Luo","year":"2024","journal-title":"Nat. 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Chem."},{"key":"2026101608083873300_cit3a","doi-asserted-by":"publisher","first-page":"713","DOI":"10.1080\/00021369.1984.10866207","article-title":"Structures\nof novel sesquiterpene alcohols from Chloranthus japonicus (chloranthaceae)","volume":"48","author":"Kawabata","year":"1984","journal-title":"Agric. Biol. 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